Skip to Content
Merck
CN

E3876

N-Ethylmaleimide

crystalline, ≥98% (HPLC)

Synonym(s):

NEM

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C6H7NO2
CAS Number:
128-53-0
Molecular Weight:
125.13
UNSPSC Code:
12352106
NACRES:
NA.21
PubChem Substance ID:
24278420
EC Number:
204-892-4
Beilstein/REAXYS Number:
112448
MDL number:
MFCD00005509

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

biological source

synthetic (organic)

Quality Level

200

assay

≥98% (HPLC)

form

crystalline

storage condition

(Tightly closed. Dry. Keep in a well-ventilated place. )

technique(s)

activity assay: suitable, co-immunoprecipitation (co-IP): suitable, immunoblotting: suitable

color

white to faint yellow

bp

210 °C (lit.)

mp

43-46 °C (lit.)

solubility

ethanol: 50 mg/mL, clear to slightly hazy, colorless to faint yellow or tan

suitability

suitable for Western blot

application(s)

life science and biopharma

storage temp.

2-8°C

SMILES string

CCN1C(=O)C=CC1=O

InChI

1S/C6H7NO2/c1-2-7-5(8)3-4-6(7)9/h3-4H,2H2,1H3

InChI key

HDFGOPSGAURCEO-UHFFFAOYSA-N

Gene Information

human ... KCNQ2(3785), KCNQ4(9132), KCNQ5(56479), SLC6A3(6531), SLC6A4(6532)

Looking for similar products? Visit Product Comparison Guide

Application

Reagent for the covalent modification of cysteine residues in proteins.

Biochem/physiol Actions

Augments currents from native M-channels in sympathetic neurons and acts as an opener for KCNQ2, KCNQ4 and KCNQ5 channels.
Sulfhydryl alkylating agent that inactivates NADP-dependent isocitrate dehydrogenase and many endonucleases.

Preparation Note

NEM gives a clear solution in ethanol at 50 mg/ml. NEM dissolves in water (>50 mg in 4 ml); however, aqueous solutions are unstable. The rate of hydrolysis is pseudo-first order and significantly dependent on pH.

Other Notes

For additional information on our range of Biochemicals, please complete this form.

pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

signalword

Danger

Hazard Classifications

Acute Tox. 2 Oral - Acute Tox. 3 Dermal - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

flash_point_f

163.2 °F - closed cup

flash_point_c

72.9 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000536487
0000536488
0000536488
0000536487
WXBF8519V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Dar'ya S Redka et al.
Biochemistry, 52(42), 7405-7427 (2013-09-21)
Muscarinic and other G protein-coupled receptors exhibit an agonist-specific heterogeneity that tracks efficacy and commonly is attributed to an effect of the G protein on an otherwise homogeneous population of sites. To examine this notion, M2 muscarinic receptors were purified
Tatsuki Kurokawa et al.
Biochimica et biophysica acta, 1838(1 Pt B), 382-387 (2013-10-22)
Hv1 (also named, voltage-sensor only protein, VSOP) lacks an authentic pore domain, and its voltage sensor domain plays both roles in voltage sensing and proton permeation. The activities of a proton channel are intrinsic to protomers of Hv1, while Hv1
Nicolas Matuszak et al.
Journal of medicinal chemistry, 52(23), 7410-7420 (2009-07-09)
The endocannabinoid 2-arachidonoylglycerol (2-AG) plays a major role in many physiological processes, and its action is quickly terminated via enzymatic hydrolysis catalyzed by monoglyceride lipase (MGL). Regulating its endogenous level could offer therapeutic opportunities; however, few selective MGL inhibitors have
Hannah E Boycott et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(41), E3955-E3964 (2013-09-26)
Atrial myocytes are continuously exposed to mechanical forces including shear stress. However, in atrial myocytes, the effects of shear stress are poorly understood, particularly with respect to its effect on ion channel function. Here, we report that shear stress activated
Florian A Salomons et al.
Molecular and cellular biology, 29(7), 1774-1785 (2009-01-23)
Conditions causing an increase in misfolded or aberrant proteins can impair the activity of the ubiquitin/proteasome system (UPS). This observation is of particular interest, given the fact that proteotoxic stress is closely associated with a large variety of disorders. Although
View All Related Papers

Global Trade Item Number

SKUGTIN
E3876-5G04061835518098
E3876-25G04061835544417
E3876-100G04061833603437

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service